Annapolis, Maryland

Eastport Charmer

2 bedrooms3 beds2 baths4 guestsNew

About the property

Your family will be close to everything when you stay at this charming 2-bedroom cottage nestled in the Eastport area of Annapolis.

The living area boasts ample natural light and the well-appointed kitchen features modern appliances and a breakfast bar, perfect for culinary enthusiasts.

The outdoor space has a patio ideal for outdoor entertaining. Conveniently located near downtown Annapolis, you can enjoy the nearby marinas, waterfront restaurants, and vibrant shopping options.

Welcome to our cottage home- the perfect location for your family & friends to enjoy Naval Academy events, boat shows, sailing experiences or just a relaxing getaway.

This cozy home has 2 bedrooms, 2 bathrooms, an outdoor patio and spacious backyard for entertaining.

The well-appointed kitchen is ready and waiting for a family gathering filled with cooking, laughter, and the creation of memories. The kitchen opens into a dining area that can seat 4. With its large bay windows, the living room provides a great space to enjoy natural light and quality time watching your favorite show with friends and family.

Where you will sleep:

Each bedroom is designed for comfort, equipped with a TV, ceiling fan and cozy bedding.

The master bedroom has a Queen size bed.

The second bedroom comes with a trundle bed that opens into (2) single beds.

There is dedicated parking for two smaller vehicles in the driveway and street parking is available.

Commissioning week rentals are done as a 7-night block from Ring Dance Weekend thru Memorial Day Weekend.

Our Eastport home allows for easy access to all that Annapolis has to offer! We are a 15-minute walk to Downtown Annapolis, shops and several restaurants.

NOTE: This property follows cleaning and disinfection guidelines provided by the CDC, EPA, and WHO. The home is cleaned thoroughly, and we have disinfected our bathrooms, kitchens, and major touch points like light switches, doorknobs, tabletops, electronics, appliances, and control panels.

Your family will be close to everything when you stay at this charming 2-bedroom cottage nestled in the Eastport area of Annapolis.

The living area boasts ample natural light and the well-appointed kitchen features modern appliances and a breakfast bar, perfect for culinary enthusiasts.

The outdoor space has a patio ideal for outdoor entertaining. Conveniently located near downtown Annapolis, you can enjoy the nearby marinas, waterfront restaurants, and vibrant shopping options.

Welcome to our cottage home- the perfect location for your family & friends to enjoy Naval Academy events, boat shows, sailing experiences or just a relaxing getaway.

This cozy home has 2 bedrooms, 2 bathrooms, an outdoor patio and spacious backyard for entertaining.

The well-appointed kitchen is ready and waiting for a family gathering filled with cooking, laughter, and the creation of memories. The kitchen opens into a dining area that can seat 4. With its large bay windows, the living room provides a great space to enjoy natural light and quality time watching your favorite show with friends and family.

Where you will sleep:

Each bedroom is designed for comfort, equipped with a TV, ceiling fan and cozy bedding.

The master bedroom has a Queen size bed.

The second bedroom comes with a trundle bed that opens into (2) single beds.

There is dedicated parking for two smaller vehicles in the driveway and street parking is available.

Commissioning week rentals are done as a 7-night block from Ring Dance Weekend thru Memorial Day Weekend.

Our Eastport home allows for easy access to all that Annapolis has to offer! We are a 15-minute walk to Downtown Annapolis, shops and several restaurants.

NOTE: This property follows cleaning and disinfection guidelines provided by the CDC, EPA, and WHO. The home is cleaned thoroughly, and we have disinfected our bathrooms, kitchens, and major touch points like light switches, doorknobs, tabletops, electronics, appliances, and control panels.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 17, 2026$250Not Available3
Jul 18, 2026$250Not Available3
Jul 19, 2026$250Not Available3
Jul 20, 2026$250Not Available3
Jul 21, 2026$250Not Available3
Jul 22, 2026$250Not Available3
Jul 23, 2026$250Not Available3
Jul 24, 2026$250Not Available3
Jul 25, 2026$250Not Available3
Jul 26, 2026$250Not Available3
Jul 27, 2026$250Not Available3
Jul 28, 2026$250Not Available3
Jul 29, 2026$250Not Available3
Jul 30, 2026$250Not Available3
Jul 31, 2026$250Not Available3
Aug 1, 2026$250Not Available3
Aug 2, 2026$250Not Available3
Aug 3, 2026$250Not Available3
Aug 4, 2026$250Not Available3
Aug 5, 2026$250Not Available3
Aug 6, 2026$250Not Available3
Aug 7, 2026$250Not Available3
Aug 8, 2026$250Not Available3
Aug 9, 2026$250Not Available3
Aug 10, 2026$250Not Available3
Aug 11, 2026$250Not Available3
Aug 12, 2026$250Not Available3
Aug 13, 2026$250Not Available3
Aug 14, 2026$250Not Available3
Aug 15, 2026$250Not Available3
Aug 16, 2026$250Not Available3
Aug 17, 2026$250Not Available3
Aug 18, 2026$250Not Available3
Aug 19, 2026$250Not Available3
Aug 20, 2026$250Not Available3
Aug 21, 2026$250Not Available3
Aug 22, 2026$250Not Available3
Aug 23, 2026$250Not Available3
Aug 24, 2026$250Not Available3
Aug 25, 2026$250Not Available3
Aug 26, 2026$250Not Available3
Aug 27, 2026$250Not Available3
Aug 28, 2026$250Not Available3
Aug 29, 2026$250Not Available3
Aug 30, 2026$250Not Available3
Aug 31, 2026$250Not Available3
Sep 1, 2026$250Not Available3
Sep 2, 2026$250Not Available3
Sep 3, 2026$250Not Available3
Sep 4, 2026$250Not Available3
Sep 5, 2026$250Not Available3
Sep 6, 2026$250Not Available3
Sep 7, 2026$250Not Available3
Sep 8, 2026$250Not Available3
Sep 9, 2026$250Not Available3
Sep 10, 2026$250Available3
Sep 11, 2026$250Available3
Sep 12, 2026$250Available3
Sep 13, 2026$250Available3
Sep 14, 2026$250Available3
Sep 15, 2026$250Available3
Sep 16, 2026$250Available3
Sep 17, 2026$250Available3
Sep 18, 2026$250Available3
Sep 19, 2026$250Available3
Sep 20, 2026$250Available3
Sep 21, 2026$250Available3
Sep 22, 2026$250Available3
Sep 23, 2026$250Available3
Sep 24, 2026$250Available3
Sep 25, 2026$250Available3
Sep 26, 2026$250Available3
Sep 27, 2026$250Available3
Sep 28, 2026$250Available3
Sep 29, 2026$250Available3
Sep 30, 2026$250Available3
Oct 1, 2026$250Available3
Oct 2, 2026$250Available3
Oct 3, 2026$250Available3
Oct 4, 2026$250Available3
Oct 5, 2026$250Available3
Oct 6, 2026$250Available3
Oct 7, 2026$250Available3
Oct 8, 2026$250Available3
Oct 9, 2026$250Available3
Oct 10, 2026$250Available3
Oct 11, 2026$250Available3
Oct 12, 2026$250Available3
Oct 13, 2026$250Available3
Oct 14, 2026$250Available3
Oct 15, 2026$250Not Available3

Amenities

Fire pit
Fire place
Air conditioning
Carbon monoxide detector
Fire extinguisher
First aid kit
Washer
Bed linens

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Where you'll be

Annapolis, Maryland, 21403, US

Immerse yourself in the sophisticated maritime heritage and colonial charm of Annapolis, where history and coastal elegance converge. Discover the bustling waterfront at Annapolis City Dock steps away, or stroll to the historic Maryland State House and the Armel-Leftwich Visitor Center nearby. Cultural enthusiasts can explore the artistic exhibits at Maryland Hall and the storied U.S. Naval Academy Museum, while a short drive

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
Pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 11:00 AM.
Maximum 4 guests.